I first interpreted this thread like KisKis and So Close did, but I think that's wrong, and APowers had it right.
The title leads one to think OP is asking about enjoying small jobs in ER, but upon reading it's more clear that their question is: has anyone ER'd while only holding small time jobs, and never having an actual "career," I believe.
I don't see that it matters though, just your savings rate (spending and income).
OP, maybe you will have more success asking for people who ER'd while earning less than an inflation-adjusted $X (your choice, whatever you're looking for). :)